Downtown Castle Rock Sip & Stroll

The holiday edition of downtown Castle Rock's free passport crawl returns Thursday, December 3. Downtown shops stay open late pouring festive sips and putting out snacks, horse and carriage rides run through the evening, and you walk shop to shop collecting passport stamps — turn in a completed passport for a shot at gift cards to the downtown shops. Started by Mod Mountain Boutique in December 2024 and now run with the downtown merchants. Past editions have run 5 to 8 p.m.; the exact window and shop lineup will be posted in the official Facebook event closer to the date.